69 Day Giving Challenge – Day 2

Somehow I get the feeling there will be lot’s of “coffee” gifts.  So bear with me.

Yesterday I followed my normal routine of putting my oldest daughter Talia on the bus, and then heading to get my coffee before I start my drive into work.  I noticed something different about the morning, and I remembered why I loved doing the 64 day challenge so much. When you start your day looking for someone to give a gift to, your whole lense on the world changes.  You start to seek the good in the world. You see light and block out dark. It’s a profound shift that I missed since the last time I’d done something likes this.

Let me explain: as I pulled into Dunkin Donuts I looked across the street at the gas station. In the parking lot was a huge truck filling the tanks of the station. Just next to the truck stood a big burly truck driver, arms crossed, Chicago Cubs hat on looking utterly unimpressed with the world around him. I got out of my car thinking nothing of it when it dawned on me what my gift would be. I bought my normal large coffee, with milk, and I added a small coffee with milk and sugar. I mean, who doesn’t love a nice cup of coffee?  I walked out of the Dunkin Donuts, and I walked directly to the man. As I approached him it dawned on me that he may think I’m out of my mind, so I debated telling him why I was giving him a cup of coffee.

He looked up at me and I said.

Hey man, you look bored out of your f-ing mind, I thought you needed a cup of coffee

He looked at me, stunned. Blank look on his face. Heart beat… I broke the silence with

…seriously, here you go, and I handed it to him.

He smiled, looked down at the coffee and replied

thanks!

I quickly turned and began walking away.

It then dawned on me that he may throw out the coffee thinking I urinated in it or something (I don’t know why my brain works this way), but I saw that he had placed it on the bumper of his truck, and was opening it and taking a sip. He placed it back down.

WIN.

As I pulled out I looked over and gave him the peace sign.

Fun way to start the day!

To learn more about why I’m giving a gift every day for 69 days, please read this If you have any ideas where I can give, what I can give, or how I can go about giving please either email me at chrisdessi@silverbacksocial.com, comment  below or find me on Twitter @chrisdessi

Chris Dessi

Chris Dessi is an AI implementation leader and former Chief Revenue Officer who has built revenue systems inside highly regulated enterprise environments where compliance and measurable ROI were mandatory.

After driving more than $32 million in revenue through AI-enabled operational systems, he now works directly with executive leadership teams to institutionalize AI deployment across revenue and operations.

His focus is disciplined execution — not experimentation.